Record Information |
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Version | 2.0 |
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Created at | 2024-09-11 20:25:32 UTC |
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Updated at | 2024-09-11 20:25:32 UTC |
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NP-MRD ID | NP0339209 |
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Secondary Accession Numbers | None |
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Natural Product Identification |
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Common Name | 5-Androstene-3alpha,16beta,17beta-triol |
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Description | 5-Androstene-3alpha-16b,17b-triol, also known as 3-hydroxy-9(Z)-octadecenoylcarnitine, belongs to the class of organic compounds known as androgens and derivatives. These are 3-hydroxylated C19 steroid hormones. They are known to favor the development of masculine characteristics. They also show profound effects on scalp and body hair in humans. It was first documented in 2000 (PMID: 11413487). 5-Androstene-3alpha-16b,17b-triol is an extremely weak basic (essentially neutral) compound (based on its pKa) (PMID: 16902246) (PMID: 17374880) (PMID: 20044567). |
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Structure | C[C@]12CCC3C(CC=C4C[C@H](O)CC[C@]34C)C1C[C@H](O)[C@@H]2O InChI=1S/C19H30O3/c1-18-7-5-12(20)9-11(18)3-4-13-14(18)6-8-19(2)15(13)10-16(21)17(19)22/h3,12-17,20-22H,4-10H2,1-2H3/t12-,13?,14?,15?,16+,17+,18+,19+/m1/s1 |
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Synonyms | Value | Source |
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5-Androstene-3a-16b,17b-triol | Generator | 5-Androstene-3α-16b,17b-triol | Generator |
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Chemical Formula | C19H30O3 |
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Average Mass | 306.4397 Da |
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Monoisotopic Mass | 306.21949 Da |
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IUPAC Name | (2R,5R,13S,14R,15S)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-ene-5,13,14-triol |
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Traditional Name | (2R,5R,13S,14R,15S)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-ene-5,13,14-triol |
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CAS Registry Number | Not Available |
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SMILES | C[C@]12CCC3C(CC=C4C[C@H](O)CC[C@]34C)C1C[C@H](O)[C@@H]2O |
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InChI Identifier | InChI=1S/C19H30O3/c1-18-7-5-12(20)9-11(18)3-4-13-14(18)6-8-19(2)15(13)10-16(21)17(19)22/h3,12-17,20-22H,4-10H2,1-2H3/t12-,13?,14?,15?,16+,17+,18+,19+/m1/s1 |
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InChI Key | GUGSXATYPSGVAY-YAUITSCLSA-N |
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Experimental Spectra |
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| Not Available | Predicted Spectra |
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| Not Available | Chemical Shift Submissions |
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| Not Available | Species |
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Species of Origin | Not Available |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as androgens and derivatives. These are 3-hydroxylated C19 steroid hormones. They are known to favor the development of masculine characteristics. They also show profound effects on scalp and body hair in humans. |
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Kingdom | Organic compounds |
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Super Class | Lipids and lipid-like molecules |
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Class | Steroids and steroid derivatives |
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Sub Class | Androstane steroids |
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Direct Parent | Androgens and derivatives |
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Alternative Parents | |
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Substituents | - Androgen-skeleton
- 3-hydroxy-delta-5-steroid
- 3-hydroxysteroid
- Hydroxysteroid
- 16-beta-hydroxysteroid
- 16-hydroxysteroid
- 3-alpha-hydroxysteroid
- 17-hydroxysteroid
- Delta-5-steroid
- Cyclic alcohol
- Secondary alcohol
- Polyol
- Organooxygen compound
- Alcohol
- Organic oxygen compound
- Hydrocarbon derivative
- Aliphatic homopolycyclic compound
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Molecular Framework | Aliphatic homopolycyclic compounds |
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External Descriptors | Not Available |
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Physical Properties |
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State | Not Available |
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Experimental Properties | Property | Value | Reference |
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Melting Point | Not Available | Not Available | Boiling Point | Not Available | Not Available | Water Solubility | Not Available | Not Available | LogP | Not Available | Not Available |
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Predicted Properties | |
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